KR910011757A - Process for preparing N.N-dimethyl amine - Google Patents

Process for preparing N.N-dimethyl amine Download PDF

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Publication number
KR910011757A
KR910011757A KR1019900020649A KR900020649A KR910011757A KR 910011757 A KR910011757 A KR 910011757A KR 1019900020649 A KR1019900020649 A KR 1019900020649A KR 900020649 A KR900020649 A KR 900020649A KR 910011757 A KR910011757 A KR 910011757A
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South Korea
Prior art keywords
dimethylamine
formaldehyde
reaction catalyst
mpa
hydrogenation reaction
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KR1019900020649A
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Korean (ko)
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KR940005957B1 (en
Inventor
캠프맨 데트레프
루카스 래이너
크니에프 클라우스
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콘콜, 라이첼트
훽스트 악치엔 게젤샤프트
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Publication of KR910011757A publication Critical patent/KR910011757A/en
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Publication of KR940005957B1 publication Critical patent/KR940005957B1/en

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/24—Preparation of compounds containing amino groups bound to a carbon skeleton by reductive alkylation of ammonia, amines or compounds having groups reducible to amino groups, with carbonyl compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/24—Preparation of compounds containing amino groups bound to a carbon skeleton by reductive alkylation of ammonia, amines or compounds having groups reducible to amino groups, with carbonyl compounds
    • C07C209/26—Preparation of compounds containing amino groups bound to a carbon skeleton by reductive alkylation of ammonia, amines or compounds having groups reducible to amino groups, with carbonyl compounds by reduction with hydrogen

Abstract

The present invention relates to a process for the preparation of N,N-dimethylamines by reaction of an aldehyde with dimethylamine and hydrogen under pressure and at elevated temperature in the presence of a hydrogenation catalyst containing Ni, Co, Cu, Mn, Fe, Rh, Pd and/or Pt. After separating off unconverted dimethylamine and excess hydrogen, formaldehyde or a formaldehyde-forming substance is added, and distillation is carried out.

Description

N,N-디메틸 아민의 제조공정Process for preparing N, N-dimethyl amine

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음As this is a public information case, the full text was not included.

Claims (9)

수소 첨가 반응 촉매를 개재시켜, 가압(加壓) 및 승온(昇溫)조건에서, 알데히드를 디메틸아민 및 수소와 반응시키고, 변환되지 않은 디메틸 아민을 분리해낸후, N,N-디메틸 아민에 대하여 0.1 내지 25중량%의 포름알데히드 또는 포름알데히드 형성 물질을 첨가하고, 혼합물을 증류하는 것을 특징으로 하는 N,N-디메틸 아민의 제조공정.The aldehyde is reacted with dimethylamine and hydrogen under pressure and elevated temperature via a hydrogenation reaction catalyst, and the unconverted dimethyl amine is separated, and then 0.1 to N, N-dimethyl amine. To 25% by weight of formaldehyde or formaldehyde forming material and distilling the mixture. 제1항에 있어서, 알데히드와 디메틸아민 및 수소는 1 내지 20, 특히 3 내지 15MPa, 50 내지 150, 특히 70 내지 130℃에서 1 : (1 내지 10) : 특히 1 : (1 내지 50) : 특히 1 : (1 내지 8) : (1 내지 30)의 몰비로 반응하는 것을 특징으로 하는 N,N-디메틸아민의 제조공정.The process according to claim 1, wherein the aldehyde, dimethylamine and hydrogen are at 1 to 20, in particular at 3 to 15 MPa, at 50 to 150, in particular at 70 to 130 ° C. 1: A process for producing N, N-dimethylamine, characterized by reacting at a molar ratio of (1 to 8): (1 to 30). 제1항 또는 제2항에 있어서, 수소 첨가 반응 촉매는 금속 촉매이거나, 지지재로서 Al2O3, SiO2규조토, 활성탄 또는 경석(輕石) 특히 SiO2규조토 또는 활성탄을 함유하는 담지(擔持) 촉매인 것을 특징으로 하는 N,N-디메틸아민의 제조공정.3. The hydrogenated reaction catalyst according to claim 1 or 2, wherein the hydrogenation reaction catalyst is a metal catalyst or a support containing Al 2 O 3 , SiO 2 diatomaceous earth, activated carbon or pumice, especially SiO 2 diatomaceous earth or activated carbon. Iii) a process for producing N, N-dimethylamine, characterized in that it is a catalyst. 제1항 내지 제3항중 하나 또는 그 이상의 항에 있어서, 수소 첨가 반응 촉매는 Ni, Co, Cu, Mn, Fe, Rh, Pd 및/또는 Pt, 특히 Ni, Co, Cu, Rh, Pd 및/또는 Pt, 와 필요한 경우에는 추가적으로 통상의 첨가제 및 알칼리토금속 산화물 SiO2Al2O3, MnO2및/또는 Cr2O3와 같은 조촉매를 포함하는 것을 특징으로 하는 N,N-디메틸아민의 제조공정.The hydrogenation reaction catalyst according to claim 1 or 3, wherein the hydrogenation reaction catalyst is selected from Ni, Co, Cu, Mn, Fe, Rh, Pd and / or Pt, in particular Ni, Co, Cu, Rh, Pd and /. Or Pt, and if necessary additionally conventional additives and cocatalysts, such as alkaline earth metal oxides SiO 2 Al 2 O 3 , MnO 2 and / or Cr 2 O 3 , the preparation of N, N-dimethylamine fair. 제1항 또는 제4항중 하나 또는 그 이상의 항에 있어서, 변화되지 않은 디메틸아민은 먼저 0.5 내지 1.0MPa에서 증류한 후, 0.05 내지 0.15MPa에서 증류함으로서 분리해내는 것을 특징으로 하는 N,N-디메틸아민의 제조공정.The N, N-dimethyl according to claim 1 or 4, wherein the unchanged dimethylamine is separated off by first distilling at 0.5 to 1.0 MPa and then distilling at 0.05 to 0.15 MPa. Preparation of Amine. 제1항 또는 제5항중 하나 또는 그 이상의 항에 있어서, N,N-디메틸아민에 대하여 1 내지 10, 특히 1,1 내지 5중량%의 포름알데히드 또는 포름알데히드 형성물질을 첨가하는 것을 특징으로 하는 N,N-디메틸아민의 제조공정.A method according to claim 1 or 5, characterized in that 1 to 10, in particular 1,1 to 5% by weight of formaldehyde or formaldehyde forming material is added to N, N-dimethylamine. Process for producing N, N-dimethylamine. 제1항 또는 제6항중 하나 또는 그 이상의 항에 있어서, 포름알데히드는 0.05 내지 1.0, 특히 0.1 내지 0.5MPa 50 내지 250, 특히 70 내지 200℃일때 첨가되는 것을 특징으로 하는 N,N-디메틸아민의 제조공정.Form of N, N-dimethylamine according to one or more of the preceding claims, characterized in that formaldehyde is added at 0.05 to 1.0, especially 0.1 to 0.5 MPa 50 to 250, especially 70 to 200 ° C. Manufacture process. 제1항 또는 제7항중 하나 또는 그 이상의 항에 있어서, 증류는 물을 함유시킬 수 있는 용매의 존재하에서, 필요한 경우에는 여러 단계로 수행되는 것을 특징으로 하는 N,N-디메틸아민의 제조공정.8. Process according to one or more of the preceding claims, characterized in that distillation is carried out in several stages, if necessary, in the presence of a solvent capable of containing water. 2차 N-메틸아민이 포함된 혼합물에서 2차 N-메틸아민을 분리해 내기 위하여 포름알데히드 또는 포름알데히드 형성물질을 사용하는것.Use of formaldehyde or formaldehyde formers to separate secondary N-methylamines from mixtures containing secondary N-methylamines. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019900020649A 1989-12-23 1990-12-14 Process for the preparation of n,n-dimethylamine KR940005957B1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE3942793.5 1989-12-23
DE3942793A DE3942793A1 (en) 1989-12-23 1989-12-23 METHOD FOR PRODUCING N, N-DIMETHYLAMINES
DEP3942793.5 1989-12-23

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KR910011757A true KR910011757A (en) 1991-08-07
KR940005957B1 KR940005957B1 (en) 1994-06-25

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EP (1) EP0435072B1 (en)
JP (1) JPH0772159B2 (en)
KR (1) KR940005957B1 (en)
AT (1) ATE104950T1 (en)
AU (1) AU634007B2 (en)
CA (1) CA2032362C (en)
DE (2) DE3942793A1 (en)
ES (1) ES2055855T3 (en)

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DE4331840A1 (en) * 1993-09-20 1995-03-23 Basf Ag Process for the purification of tertiary amines from primary and secondary amines
DE19731745C1 (en) * 1997-07-23 1998-09-17 Basf Ag Alkyl-amine compounds preparation with high conversion and selectivity and minimum residue
JP2010522078A (en) * 2007-03-23 2010-07-01 エージェンシー フォー サイエンス，テクノロジー アンド リサーチ Palladium catalyst
WO2008157151A1 (en) * 2007-06-19 2008-12-24 Huntsman Petrochemical Corporation Reactive amine catalysts for polyurethane foam
JP5135944B2 (en) * 2007-08-09 2013-02-06 東ソー株式会社 Process for producing N, N-dimethylcyclohexylamine
CN102614894B (en) * 2012-03-04 2013-11-13 浙江建业化工股份有限公司 Supported catalyst used for synthesis of diisopropylamine from isopropylamine and preparation method as well as application of supported catalyst
CN113493414A (en) * 2020-03-19 2021-10-12 江苏苏中药业集团股份有限公司 Deuterated substituted butene amide and preparation method and application thereof

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DE2535073B2 (en) * 1975-08-06 1979-06-21 Hoechst Ag, 6000 Frankfurt Process for the preparation of tertiary aliphatic amines
JPS54125603A (en) * 1978-03-16 1979-09-29 Kao Corp Preparation of aliphatic amine
DE3721539A1 (en) * 1987-06-30 1989-01-12 Ruhrchemie Ag METHOD FOR PRODUCING METHYLAMINE
DK642489A (en) * 1988-12-19 1990-06-20 Dow Chemical Co PROCEDURE FOR REDUCED METHYLING OF PRIMARY AMINES

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EP0435072A3 (en) 1992-03-04
AU6837390A (en) 1991-06-27
EP0435072A2 (en) 1991-07-03
ATE104950T1 (en) 1994-05-15
CA2032362A1 (en) 1991-06-24
EP0435072B1 (en) 1994-04-27
JPH0772159B2 (en) 1995-08-02
JPH06219993A (en) 1994-08-09
DE3942793A1 (en) 1991-06-27
CA2032362C (en) 2001-03-27
AU634007B2 (en) 1993-02-11
KR940005957B1 (en) 1994-06-25
ES2055855T3 (en) 1994-09-01
DE59005529D1 (en) 1994-06-01

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